NP-MRD: Showing NP-Card for Luxocinnamycin A (NP0351475)

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Record Information

Version

2.0

Created at

2025-08-22 06:45:45 UTC

Updated at

2025-10-08 03:35:13 UTC

NP-MRD ID

NP0351475

Natural Product DOI

https://doi.org/10.57994/4522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Luxocinnamycin A

Description

Based on a literature review very few articles have been published on Luxocinnamycin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02252323562D          

 73 77  0  0  1  0            999 V2000
   -3.3633   -7.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7110   -7.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 73  1  0  0  0  0
M  END


  Mrv2104 02252323562D          

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 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 50  1  1  0  0  0
 50 51  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  1  6  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 54 57  2  0  0  0  0
 52 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 59 64  1  0  0  0  0
 51 65  2  0  0  0  0
 49 66  1  0  0  0  0
 23 66  1  0  0  0  0
 66 67  2  0  0  0  0
 45 68  2  0  0  0  0
  6 69  2  0  0  0  0
  3 70  1  0  0  0  0
 70 71  2  0  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
  2 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351475

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1OC(=O)[C@H](COC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H]1NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)CN)[C@@H](O)C(=O)C1=CC=CC=C1N)NC(=O)\C=C\C1=C(C)C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C51H56N8O14/c1-28-13-9-10-18-32(28)21-22-39(60)55-38-27-72-50(70)37(25-41(62)63)57-49(69)43(45(65)44(64)33-19-11-12-20-34(33)53)59-47(67)36(24-31-16-7-4-8-17-31)56-48(68)42(29(2)73-51(38)71)58-46(66)35(54-40(61)26-52)23-30-14-5-3-6-15-30/h3-22,29,35-38,42-43,45,65H,23-27,52-53H2,1-2H3,(H,54,61)(H,55,60)(H,56,68)(H,57,69)(H,58,66)(H,59,67)(H,62,63)/b22-21+/t29-,35-,36-,37+,38?,42+,43+,45-/m1/s1

> <INCHI_KEY>
ONESTZMUQFNEOO-QKLGXFRSSA-N

> <FORMULA>
C51H56N8O14

> <MOLECULAR_WEIGHT>
1005.051

> <EXACT_MASS>
1004.391598515

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
101.17124759029022

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3S,6S,9R,12S,13R,16S)-12-[(2R)-2-(2-aminoacetamido)-3-phenylpropanamido]-6-[(1R)-2-(2-aminophenyl)-1-hydroxy-2-oxoethyl]-9-benzyl-13-methyl-16-[(2E)-3-(2-methylphenyl)prop-2-enamido]-2,5,8,11,15-pentaoxo-1,14-dioxa-4,7,10-triazacycloheptadecan-3-yl]acetic acid

> <JCHEM_LOGP>
-1.4435016483439418

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.156809707945653

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.190331078331395

> <JCHEM_PKA_STRONGEST_BASIC>
7.836443930503873

> <JCHEM_POLAR_SURFACE_AREA>
353.8399999999999

> <JCHEM_REFRACTIVITY>
259.57520000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,6S,9R,12S,13R,16S)-12-[(2R)-2-(2-aminoacetamido)-3-phenylpropanamido]-6-[(1R)-2-(2-aminophenyl)-1-hydroxy-2-oxoethyl]-9-benzyl-13-methyl-16-[(2E)-3-(2-methylphenyl)prop-2-enamido]-2,5,8,11,15-pentaoxo-1,14-dioxa-4,7,10-triazacycloheptadecan-3-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-23         0                                  
HETATM    1  C   UNK     0      -6.278 -13.075   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.061 -14.018   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.635 -13.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.427 -11.909   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.002 -11.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.794  -9.800   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.369  -9.217   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.161  -7.692   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.667  -8.012   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.437  -6.678   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.407  -5.534   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.650  -3.051   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.000  -3.792   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -4.034  -5.332   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.317  -2.993   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667  -1.540   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.001   0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0       2.667   3.080   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.019  -6.117   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0       5.335  -6.160   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   53  N   UNK     0       9.336  -5.390   0.000  0.00  0.00           N+0
HETATM   54  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0      13.337  -6.160   0.000  0.00  0.00           N+0
HETATM   57  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0       1.367 -10.010   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      -3.012  -8.858   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      -2.418 -14.378   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -2.625 -15.904   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -4.051 -16.487   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -5.268 -15.544   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   73                                                  
CONECT    3    2    4   70                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   69                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   45                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   44                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19   43                                                  
CONECT   19   18   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   31                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   66                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   21                                                            
CONECT   32   19   33   42                                                  
CONECT   33   32   34   41                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34   40                                                  
CONECT   40   39                                                            
CONECT   41   33                                                            
CONECT   42   32                                                            
CONECT   43   18                                                            
CONECT   44   11                                                            
CONECT   45    8   46   68                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   66                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   65                                                  
CONECT   52   51   53   58                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   57                                                  
CONECT   55   54   56                                                       
CONECT   56   55                                                            
CONECT   57   54                                                            
CONECT   58   52   59                                                       
CONECT   59   58   60   64                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   59                                                       
CONECT   65   51                                                            
CONECT   66   49   23   67                                                  
CONECT   67   66                                                            
CONECT   68   45                                                            
CONECT   69    6                                                            
CONECT   70    3   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72    2                                                       
MASTER        0    0    0    0    0    0    0    0   73    0  154    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₁H₅₆N₈O₁₄

Average Mass

1005.0510 Da

Monoisotopic Mass

1004.39160 Da

IUPAC Name

2-[(3S,6S,9R,12S,13R,16S)-12-[(2R)-2-(2-aminoacetamido)-3-phenylpropanamido]-6-[(1R)-2-(2-aminophenyl)-1-hydroxy-2-oxoethyl]-9-benzyl-13-methyl-16-[(2E)-3-(2-methylphenyl)prop-2-enamido]-2,5,8,11,15-pentaoxo-1,14-dioxa-4,7,10-triazacycloheptadecan-3-yl]acetic acid

Traditional Name

[(3S,6S,9R,12S,13R,16S)-12-[(2R)-2-(2-aminoacetamido)-3-phenylpropanamido]-6-[(1R)-2-(2-aminophenyl)-1-hydroxy-2-oxoethyl]-9-benzyl-13-methyl-16-[(2E)-3-(2-methylphenyl)prop-2-enamido]-2,5,8,11,15-pentaoxo-1,14-dioxa-4,7,10-triazacycloheptadecan-3-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1OC(=O)[C@H](COC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](NC(=O)[C@@H](CC2=CC=CC=C2)NC(=O)[C@H]1NC(=O)[C@@H](CC1=CC=CC=C1)NC(=O)CN)[C@@H](O)C(=O)C1=CC=CC=C1N)NC(=O)\C=C\C1=C(C)C=CC=C1

InChI Identifier

InChI=1S/C51H56N8O14/c1-28-13-9-10-18-32(28)21-22-39(60)55-38-27-72-50(70)37(25-41(62)63)57-49(69)43(45(65)44(64)33-19-11-12-20-34(33)53)59-47(67)36(24-31-16-7-4-8-17-31)56-48(68)42(29(2)73-51(38)71)58-46(66)35(54-40(61)26-52)23-30-14-5-3-6-15-30/h3-22,29,35-38,42-43,45,65H,23-27,52-53H2,1-2H3,(H,54,61)(H,55,60)(H,56,68)(H,57,69)(H,58,66)(H,59,67)(H,62,63)/b22-21+/t29-,35-,36-,37+,38?,42+,43+,45-/m1/s1

InChI Key

ONESTZMUQFNEOO-QKLGXFRSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
TOCSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HSQC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
HETLOC NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C3H7NO, experimental)	Not Available	Natural Products Research Institute, College of Pharmacy, Seoul National University	Sangwook Kang	2025-08-22	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces spp NPDC021753, OID7 and TW1S1		Not Available

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.4	ChemAxon
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	353.84 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	259.58 m³·mol⁻¹	ChemAxon
Polarizability	101.17 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Luxocinnamycin A (NP0351475)

MOL for NP0351475 (Luxocinnamycin A)

3D MOL for NP0351475 (Luxocinnamycin A)

3D SDF for NP0351475 (Luxocinnamycin A)

3D-SDF for NP0351475 (Luxocinnamycin A)

PDB for NP0351475 (Luxocinnamycin A)

3D PDB for NP0351475 (Luxocinnamycin A)

SMILES for NP0351475 (Luxocinnamycin A)

INCHI for NP0351475 (Luxocinnamycin A)

Structure for NP0351475 (Luxocinnamycin A)

3D Structure for NP0351475 (Luxocinnamycin A)